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With The Perrys

Part 2: Dating After 30, Singleness, and Other Questions Answered

1 tim 7 min2 september 2025

Here’s part 2 of the Perrys’ conversation with Megan Ashley and Ebenezer Endiryas about dating in your 30s.

Jackie, Preston, Megan and Ebenezer left you on a cliffhanger. “Should we be more focused on dating people that we’re in community with?” The group picks up the conversation there, talking about creating environments where someone you’ve met online can be brought into your community. They talk about how unkind it is to lead someone on, how men’s lack of emotional connection with other men impacts how they experience women, and how beneficial it would be if singles stopped thinking about “the one” and reflected more on God’s sovereignty. At the end of the day, all of these questions around dating and singleness are nuanced. It’s not black and white – these conversations require wisdom.

Scripture references:

Matthew 6:33


 

Connect with Ebenezer:

Instagram: https://www.instagram.com/ebenezerendiryas/

https://www.instagram.com/shapingtheculturepodcast/

Shaping The Culture Podcast: https://podcasts.apple.com/us/podcast/shaping-the-culture/id1351020282


 

Connect with Megan:

Instagram: https://www.instagram.com/immeganashley/

YouTube: https://www.youtube.com/@Immeganashley

In Totality Podcast: https://podcasts.apple.com/us/podcast/in-totality-with-megan-ashley/id1614077859

Subscribe to the Perrys' newsletter: https://withtheperrys.myflodesk.com/zhfus4jx1s

Join Preston's discipleship community for men: https://www.patreon.com/PrestonPerry/membership

To support the work of the Perrys, donate via PayPal: https://paypal.me/withtheperrys

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